Breght



' NITED STATES PATENT Fries.

HEINRICH VOLLBREOHT AND CARL MENSOHING, OF BUFFALO, NENV YORK, ASSIGNORS TO THE SOHOELLKOPF ANILINE AND CHEMICAL COMPANY,

OF SAME PLACE.

MANUFACTURE OF DYE- STUFF FROM NAPHTHOL.

EEPECIFICATION forming part of Letters Patent No. 333,038, dated December zz, 1885.

Application filed January 13, 1885. Serial No. 159,807. (No specimens.)

To all, whom it may concern:

Be it known that we, HEINRICH VoLL- BRECHT and CARL MENSOHING, of the city of Buffalo, in the county of Erie and State of New York, have invented new and useful Improvements in the Manufacture of Dye-Stuffs or Coloring-Matters, of which the following is a specification.

Our invention relates to a new dyestuff,

which results from the reaction of diazotoluol with the soda salt of our new alphanaphtholdisulphonic acid. To produce this acid we proceed as follows: We mix one hundred parts, by weight, of the lime salt of alphanaphthalinemonosulphonic acid, which acid is made in a well-known manner, with two hundred parts of sulphuric acid of 66 Baum. WVe then add to this mixture slowly forty-five parts of nitric acid of 40 Baum at a temperature of from 90 to 100 centigrade, whereby two naphthylaminesulphonic acids.

0 ble in water, is used for producing our new colonproducing acid, and is separated from the naphthylaminesulphonic acid, which produces a sodium salt easily soluble in water. This naphthylaminesulphonic acid is converted into the diazo compound by a solution of sodium nitrite in the following manner: WVe dissolve in two thousand partsof water two hundred and forty-five parts of said noteasily-soluble sodium salt of naphthylamine 4o sulphonic acid, and add to this solution two hundred and fifty parts of sulphuric acid of Baum. WVe then cool the solution to 6 centigrade, and add slowly a solution containing sixty-nine parts of sodium nitrite in 5 six hundred and ninety parts of water. While this solution is added the diazo compound is deposited in the form of yellow crystals. The

mixture is then allowed to rest for several hours. The diazo compound is introduced into a boiling liquid composed of one thousand parts of water and one hundred and fifty parts of sulphuric acid of 50 Baum and boiled for several hours, whereby the diazo compound is broken up and a new oxysulphonic acid (naphtholsulphonic acid) is produced. This new naphtholmonosulphonic acid is the raw material for the production of the color-producing naphtholdisulphonic acid.

In producing this naphtholdisulphonic acid we take one part of the above-described naphtholmonosulphonic acid and add to it gradually from two to three parts of sulphuric acid of about 66 Baum. The mass is then heated over a water bath at a temperature of from to centigrade for about one hour, until all the monosulphonic acid is converted into disulphonic acid, which operation is com: pleted when the mass is entirely soluble in water. The whole is then poured into water and the sodium salt is produced by any wellknown method.

Our new naphtholdisulphonic acid is an alpha acid, and shows characteristic differences from all hitherto known naphtholdisulphonic acids-such, for instance, as the betanaphtholdisulphonic acid described in Letters Patent of the United States No. 210,233, granted to H. Baum, November 26, 1878, which will not form any nitro compounds.

Our new naphtholdisulphonic acid forms, when treated with nitric acid, a beautiful yellow dye-stuff, which consists of a naphtholmononitromonosulphonic acid, and which forms beautiful dye-stuffs with diazo compounds. This new naphtholniononitromonosulphonic acid cannot be confounded with the yellow dye-stuffs produced by Caro and Levinstein, which consist of alphanaphtholdinitromonosulphonic acids, and do not produce dyestuffs with diazo compounds.

Our new naphtholmononitromonosulphonic acid stands as to shade between the naphtholyellow made by Caro and Levinstein and the crocein -yellow patented by Bayer. The former I reaction of the snbstan ccs in solution, as shown is much greener in shade than our yellow, and the latter is much more reddish and not as brilliant. WVe then dissolve one hundred 5 and seven pounds of toluidine in three hundred and ten pounds of muriatic acid. To this solution we add about two thousand pounds of water. WVe cool the mixture so prepared to 5 centigrade and then pour into it slowly IO a solution of seventy pounds of sodium nitrite. When the desired reaction is completedthat is to say, when the toluidin has been transformed into diazotoluol, we slowly pour this into a solution of three hundred and I5 forty-eight pounds of the sodium salt of our new naphtholdisulphonic acid. Alkali must be present throughout the whole operation for neutralization.

The dyestufi' is precipitated out of its solu- 20 tion by common salt and purified by again dissolving and precipitating itin the usual manner.

Our new coloring-matter is the result of the by the following formula:

0 H N-Cl+HCl-|-O H +NaOH- 6 4 N 0.3m

her, 1884.

H. VOLLBREOHT. itnesses: C. MENSOHING.

JNo. J. BONNER, 0. F. GEYER.

It is hereby certified that in Letters Patent No. 333,038, granted December 22, 1885, upon the application of Heinrich Vollbrecht and Carl Mensching, of Buffalo, New York, for an improvement in The Manufacture of Dye-Stuff from Napthol, an error appears in the printed specification requiring correction as follows: In column 2, page 2, that portion of the formula printed should have been printed 85 and that the said Letters Patent should be read with this correction therein that the same may conform to the record of the case in the Patent Oflice.

Signed, countersigned, and sealed this 18th day of May, A. D. 1886.

H. L. MULDROW,

[sEAL.]

Acting Secretary of the Interior.

Oountersigned M. V. MONTGOMERY,

Commissioner of Patents. 

